Asymmetric α,γ-Regioselective [3 + 3] Formal Cycloadditions of α,β-Unsaturated Aldehydes via Cascade Dienamine–Dienamine Catalysis

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• 作者：Wei Xiao ; Xiang Yin ; Zhi Zhou ; Wei Du ; Ying-Chun Chen
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：January 4, 2016
• 年：2016
• 卷：18
• 期：1
• 页码：116-119
• 全文大小：325K
• ISSN：1523-7052

文摘

Asymmetric α,γ-regioselective [3 + 3] formal cycloadditions of α,β-unsaturated aldehydes and 2-nitroallylic acetates have been developed for the first time. These reactions proceeded through a domino Michael addition–Michael addition sequence via an unusual cascade dienamine–dienamine catalysis of a chiral secondary amine, and multifunctional cyclohexene derivatives were generally constructed in moderate yields with excellent stereoselectivity after simple treatment with K₂CO₃.